| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (3) Hanover Hawks at (1) North Quincy Red Raiders | Quincy Youth Arena |
| December 18, 2019 | (3) North Quincy Red Raiders at (1) Pembroke Titans | Hobomock Arena |
| December 21, 2019 | (5) Plymouth North Eagles at (2) North Quincy Red Raiders | Quincy Youth Arena |
| December 26, 2019 | (0) Quincy Presidents at (0) North Quincy Red Raiders
Quincy Holiday Tournament |
Quincy Youth Arena |
| December 28, 2019 | (3) North Quincy Red Raiders at (1) King Philip Warriors
Quincy Holiday tournament |
Quincy Youth Arena |
| December 31, 2019 | (5) Oliver Ames Tigers at (2) North Quincy Red Raiders | Quincy Youth Arena |
| January 02, 2020 | (5) Scituate Sailors at (1) North Quincy Red Raiders | Quincy Youth Arena |
| January 04, 2020 | (1) Plymouth South Panthers at (6) North Quincy Red Raiders | Quincy Youth Arena |
| January 08, 2020 | (3) North Quincy Red Raiders at (4) Scituate Sailors | Hobomock Arena |
| January 18, 2020 | (2) Marshfield Rams at (2) North Quincy Red Raiders | Quincy Youth Arena |
| January 20, 2020 | (4) Norwell Clippers at (4) North Quincy Red Raiders | Quincy Youth Arena |
| January 22, 2020 | (0) Pembroke Titans at (4) North Quincy Red Raiders | Quincy Youth Arena |
| January 25, 2020 | (3) North Quincy Red Raiders at (0) Silver Lake Lakers | Hobomock Arena |
| January 29, 2020 | (0) North Quincy Red Raiders at (3) Hanover Hawks | Hobomock Arena |
| February 01, 2020 | (3) North Quincy Red Raiders at (4) Whitman-Hanson Panthers | Rockland Arena |
| February 03, 2020 | (3) North Quincy Red Raiders at (1) Duxbury Dragons | The Bog |
| February 05, 2020 | (7) North Quincy Red Raiders at (2) Plymouth South Panthers | Armstrong Arena |
| February 08, 2020 | (1) Quincy Presidents at (3) North Quincy Red Raiders
Rivalry Game |
Quincy Youth Arena |
| February 12, 2020 | (0) North Quincy Red Raiders at (5) Wachusett Mountaineers | Hayden Ice Facility |
| February 15, 2020 | (4) North Quincy Red Raiders at (3) Dartmouth Indians
SPARTAN CUP |
Hetland Arena |
| February 19, 2020 | (2) Cambridge Rindge & Latin Falcons at (5) North Quincy Red Raiders | Quincy Youth Arena |
| February 28, 2020 | (4) North Quincy Red Raiders at (5) Hanover Hawks
Boys D3 S Playoff |
Canton Ice House |
